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Windsor › WINDSOR › 8 Randolph Dr✓ Source: REIN MLS #10657370 · record updated Oct 10, 2026 · synced every 2 min · your inquiry is never resold
8 Randolph DR, WINDSOR VA 23487 - Main photo
8 Randolph DR, WINDSOR VA 23487 - Photo 2
8 Randolph DR, WINDSOR VA 23487 - Photo 3
8 Randolph DR, WINDSOR VA 23487 - Photo 4
8 Randolph DR, WINDSOR VA 23487 - Photo 5
5beds
4.1baths
3,139sqft
0days on market

8 Randolph Dr, Windsor, VA 23487

New ListingResidential · built 2002 · WINDSOR

Facts & features

Type

Residential

Year built

2002

Price / sqft

$184

HOA

None

Taxes

$4,006/yr

County

Isle of Wight County VA

MLS #

10657370

Interior

Bedrooms
5
Full baths
4
Half baths
1
Approx. sqft
3,139
Stories
1
Flooring
Carpet, Ceramic, Wood
First-floor bed & full bath
Yes
Total rooms
8
Other rooms
Attic, Breakfast Area, Fin. Rm Over Gar, In-Law Suite, PBR with Bath, Screened Porch, 1st Floor Primary BR
Appliances
Dishwasher, Disposal, Dryer, Gas Range, Refrigerator, Washer
Equipment
Attic Fan, Cable Hookup, Gar Door Opener, Jetted Tub, Satellite Dish

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Basement
Roof
Asphalt Shingle
Exterior
Brick,Vinyl
Pool
In Ground Pool
Fencing
Back Fenced,Privacy

Utilities & systems

Heating
Electric, Zoned
Cooling
Central Air, Zoned
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.4200
Subdivision
WINDSOR
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Driveway Spc
Possession
SETTLEMENT
Disclosures
Disclosure Statement

Sources: REIN MLS record · null fields are suppressed, never faked

About this home

Welcome to this spectacular all-brick home offering an incredible layout for multi-generational living! Perfectly located across from Windsor High School in a wonderful neighborhood, this property offers the convenience of city utilities and zero monthly fees. The expansive floor plan features 5 bedrooms and 4.5 baths, including a rare find: two luxurious primary suites on the first floor! The main level hosts 4 bedrooms and 3.5 baths, while the upstairs offers a private fifth bedroom and full bath. Entertaining is a dream in the massive, fully fenced backyard featuring a sparkling in-ground pool, a relaxing screened porch, a patio, and a handy storage shed. Enjoy wonderful peace of mind with excellent storage throughout and a newer HVAC unit replaced just last year. There is even a magical holiday touch—front windows are thoughtfully wired for exterior lights, controlled by a switch right in the main primary suite! This incredible home is ready for you.

Listing courtesy of Christy Allen · Real Broker LLC · REIN MLS #10657370

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

8 Randolph Drive is a five-bedroom, four-and-a-half-bath home in Windsor, Virginia. Built in 2002, it offers 3,139 square feet on a residential lot in Isle of Wight County. Daily errands, dining, and green space are all within a half-mile. There is a lot to like about this address.

Keep searching in Windsor

See all Windsor homes for sale, including homes for sale zoned for Windsor High School and homes for sale zoned for Windsor Elementary School. Browse every listing among homes for sale in Windsor — updated from the REIN MLS every few minutes. Nearby, look at Deerfield / Windsor homes for sale.

Read the full overview ↓

Why this home stands out

Five bedrooms and four and a half baths give this home a footprint that is genuinely hard to find in Windsor. The 2002 build means the bones are solid without the quirks of an older era. At 3,139 square feet, there is room to spread out across multiple living zones. Three parks sit within two-tenths of a mile, and restaurants are steps away. That combination of space, condition, and walkable convenience is rare at this address.

About the Windsor real estate market

Randolph Drive sits in a quiet residential pocket of Windsor, a small town in Isle of Wight County in southeastern Virginia. The streets here are calm and well-established, with a mix of single-family homes from the late 1990s and early 2000s. It has the feel of a place where neighbors know each other. Windsor itself is a tight-knit community that punches above its size when it comes to everyday convenience. The town center is walkable from Randolph Drive, and most of what you need day-to-day is within a mile. Isle of Wight County connects Windsor to the broader Hampton Roads metro via Route 460 and Interstate 664. Suffolk is about 20 minutes east, and downtown Norfolk is roughly 45 minutes away. Anyone comparing Windsor homes for sale will notice that this town offers a slower pace without sacrificing access to the region. The county is known for its rural character, strong civic identity, and lower cost of living relative to the coastal cities nearby.

What's nearby

Garris Event Park, Robinson Park, and Centennial Park are all within two-tenths of a mile — that is a rare cluster of green space for one block. Stellaskitchen LLC, El Rodeo Mexican Restaurant Windsor, and Shun Xing are all within three-tenths of a mile for weeknight dinners. Fizz Fusion is half a mile away for your morning coffee run. Food Lion is under a mile for a full grocery trip, and a BP and Dollar General are even closer for quick stops. Coastal Point Gymnastics and Sports Centre and Anytime Fitness are both within a mile for workouts.

For different buyers

Base commute and VA loan notes

Joint Staff J7 Suffolk is about 21 minutes from 8 Randolph Drive. VA loan financing is common in Isle of Wight County, and this property's size and condition make it a straightforward candidate for that financing path. Five bedrooms mean there is space for a home office or flex room from day one. The town's low traffic and quick highway access to Route 460 keep the commute predictable.

For buyers drawn to character

Windsor has a genuine small-town identity that is increasingly hard to find this close to a major metro. The block around Randolph Drive has mature trees, walkable parks, and local restaurants within a short stroll. Homes for sale in Windsor at this square footage are uncommon, and this address delivers that scale inside a community with real texture. If you want space and a sense of place, this is worth a close look.

More buyer questions

How far is 8 Randolph Drive from Joint Staff J7 Suffolk?

The drive is about 21 minutes under normal conditions. Route 460 provides a direct and consistent route east toward Suffolk.

What school zone does 8 Randolph Drive fall in?

Anyone comparing homes for sale zoned for Windsor High School or homes for sale zoned for Windsor Elementary School will find that this address falls within the Windsor attendance zone in Isle of Wight County. Confirm current zoning with Isle of Wight County Public Schools directly.

Is 8 Randolph Drive in a flood zone?

Flood zone status for this address is covered in the FloodRisk tile on this page. Review that section or request the FEMA flood map panel from your agent.

Does 8 Randolph Drive have a garage?

Garage details for this property are best confirmed through the current listing documents or a showing. The 2002 build era in this area commonly included attached garages.

Where is the nearest grocery store to 8 Randolph Drive?

A BP is just two-tenths of a mile away for quick stops, and a Food Lion is under a mile for a full grocery run.

Tom and Dariya Milan at LPT Realty know this market well. Reach out to schedule a walkthrough of 8 Randolph Drive and get straight answers about the neighborhood.

Summary generated by AI from public records and publicly available information.

Homes like this one sell fast — see the next one first

Windsor$490K – $670K5+ beds

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

VaHome School Score — calculated by VaHome.com from Virginia Department of Education assessment, progress, and attendance data. Attendance zones come from the MLS listing record; confirm the current zone with the school division before making an offer.

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 51093C

Flood Risk (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 51093C

Low / Moderate Risk

FEMA flood zone

X (low to moderate risk)

Base flood elevation

Not applicable in low-risk zones

Zone X is outside the Special Flood Hazard Area; FEMA doesn\u2019t define a BFE here.

Property elevation

80.8 ft above sea level

USGS 3DEP digital elevation model

Outside the high-risk Special Flood Hazard Area. Federal flood insurance is NOT required, though optional preferred-rate NFIP coverage is still worth considering in coastal Hampton Roads.

Data sources: Flood zone and base flood elevation come from FEMA\u2019s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service \u2014 actual elevations across a single property can vary by several feet higher or lower than the figure shown. Use these numbers as a starting reference and do your own due diligence (a professional survey or elevation certificate) before relying on them for any financial, insurance, or construction decision.

Hurricane Evacuation Zone

Not in a designated hurricane evacuation zone.

Source: Virginia Dept. of Emergency Management — Know Your Zone

In the Deerfield / Windsor neighborhood of Windsor. houses for sale in Windsor →

Location intelligence

Minutes to real places, not a score

Location & Neighborhood

Places within ~1 mile, ordered by distance from this property. Powered by Google Places.

Military Commute

Drive times to nearest bases

Drive times via Google Maps with current traffic patterns. Times are typical and may vary by time of day. Use the "Analyze" button up top to see live drive time to your saved base.

The numbers

Run the real carrying cost

Estimates only — taxes come from the public record; confirm rates with your lender. VA-eligible buyers: $0-down financing may apply.

Estimate your monthly payment

$3,507/mo

Principal & interest

$3,004

Property tax

$334

Home insurance

$169

PMI

None

HOA/Condo (paid separately)

None

Estimate only. Association (HOA/condo) fees are paid separately and are not included in the payment above. Insurance assumed at 0.35% of home value annually. Actual taxes, insurance, and rate will vary by lender, credit, and property. Contact a lender for a personalized quote.

Value & history

Judge value on real ground

Price context — similar nearby homes

$248,000 – $602,902

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 6 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

29 N Court ST · 0.1 mi · 2,729 sqft$248,000 sold 2026-09
12199 Ava LN · 1.1 mi · 3,201 sqft$569,990 sold 2026-07
11072 Wythe DR · 1 mi · 2,997 sqft$507,000 sold 2026-06

Own a home nearby? See what it is worth today — What's your Windsor home worth?

Sale & Tax History

List Price

$579,000

Price / Sq Ft

$184

Annual Taxes

$4,006

Monthly Tax

$334

HOA

None

Tax Rate (effective)

0.69%

Sale Timeline (this listing)

EventDatePriceDetail
ListedOct 10, 2026$579,000—
Currently listed—$579,000—

Looking for multi-year tax assessments or prior sales? REIN MLS only ships data for the current listing. For full property history, check the city assessor record:

Windsor Assessor (Google)

Tax data above from REIN public-records sync. Sale timeline tracked from this listing's first appearance in our feed forward; prior owner sales are not included.

Comparable Properties

Comps are selected by city, bed count, square footage and price proximity. Composite similarity score weights bed match, sqft variance, price variance, and straight-line distance.

Market tempo

0 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

Questions buyers ask

Is 8 Randolph Dr in a good school zone?+
The assigned zones on the listing record are Windsor Elementary (VaHome School Score 5.3/10), Georgie D. Tyler Middle School (VaHome School Score 7/10), Windsor (VaHome School Score 6.6/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 8 Randolph Dr in a flood zone?+
FEMA maps this parcel in Zone X, outside the high-risk Special Flood Hazard Area. See the flood section on this page for details and sources.
Does 8 Randolph Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 8 Randolph Dr built?+
It was built in 2002, per the listing record.

Answers generated from the listing record, verified school zones, FEMA data, and cached nearby-places data — never invented.

The people

You'll talk to a person, not a lead queue

TD

Tom & Dariya Milan

Brokered by LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Christy Allen · Real Broker LLC · REIN MLS #10657370

Call or text (757) 777-7577

Ask Dariya — instant answers

Schools, flood, drive times, what it really costs to own — answered from this page's data, by chat or voice.

Schedule a private tour

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

8 Randolph Dr, Windsor — photo

See it in person — the record only says so much.

Call or text (757) 777-7577

8 Randolph Dr, Windsor, Virginia 23487 · MLS #10657370 · Source: REIN MLS + public record. Information deemed reliable but not guaranteed — verify independently. School zones subject to change; confirm with the local school division. All locations are described by neutral geographic fact. Equal Housing Opportunity.

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